JWH-033

Synthetic cannabinoid

CaptionSynonyms

JWH-033

Drug Information
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Identifiers ATC Code DrugBank KEGG ChEBI ChEMBL		Chemical Data Molecular Weight

JWH-033 is a synthetic cannabinoid from the naphthoylindole family, which acts as a potent agonist of the cannabinoid receptors. It was developed by Dr. John W. Huffman and his team at Clemson University as part of research into the structure-activity relationships of cannabinoids.

Chemical Structure and Properties

JWH-033 is chemically classified as a naphthoylindole, which is a subclass of synthetic cannabinoids. Its chemical structure consists of a naphthalene group attached to an indole core, with a pentyl chain at the nitrogen atom of the indole. The IUPAC name for JWH-033 is 1-pentyl-3-(naphthalen-1-oyl)indole.

The molecular formula of JWH-033 is C₂₄H₂₃NO, and it has a molecular weight of 341.45 g/mol. The compound is typically synthesized in a laboratory setting and is not found naturally.

Pharmacology

JWH-033 acts as a full agonist at both the CB₁ and CB₂ cannabinoid receptors, with a higher affinity for the CB₂ receptor. This receptor selectivity profile suggests that JWH-033 may have potential anti-inflammatory and analgesic effects, as CB₂ receptors are primarily located in the peripheral tissues and are involved in immune system modulation.

Legal Status

The legal status of JWH-033 varies by country. In some jurisdictions, it is classified as a controlled substance due to its potential for abuse and lack of medical use. In others, it may not be specifically regulated, although it could fall under analog laws that control substances similar to those already banned.

Potential Uses and Research

While JWH-033 and other synthetic cannabinoids have been used in scientific research to better understand the endocannabinoid system, they are not approved for medical use in humans. Research has focused on their potential therapeutic applications, such as pain relief and anti-inflammatory effects, but concerns about safety and side effects have limited their development.

Safety and Toxicity

The safety profile of JWH-033 is not well-established, and like other synthetic cannabinoids, it may pose significant health risks. Adverse effects can include tachycardia, hypertension, hallucinations, and psychosis. The lack of regulation and quality control in the production of synthetic cannabinoids further increases the risk of toxicity.

Also see

• Synthetic cannabinoids
• Cannabinoid receptor
• John W. Huffman
• CB1 receptor
• CB2 receptor